Osprey Boat Tours

The best out of 91 boat tours in Osprey - enter dates to check availability

Osprey Boat Tours

91 boats available

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Top Boat Tours in Osprey

Osprey: 91 boats available

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Listing image
Pontoon silhouette

26 ft

Up to 6 persons

Casey Key Water Taxi Tours 

4.9
/5
(4 reviews)
5+ external reviews
Osprey
Set sail on Casey Key Water Taxi Tours aboard a beautifully restored 2006 Bennington 26 Pontoon (2025) from Osprey. Perfect for up to six guests, this spacious pontoon is powered by a 150 HP Yamaha outboard, cruising comfortably at 25 knots.

"Shared a couple of great hours on the water with five friends and Charlie our captain." —⁠ Sandra,
+5
Trips from
US $290
Trips from
US $290
Listing image
Other silhouette

23 ft

Up to 6 persons

Paradise Awaits! 

5.0
/5
(1 review)
Sarasota (19 min drive from Osprey)
Discover the ultimate Sarasota adventure aboard the beautifully restored 1997 Hydrasport 2250 Vector Walkaround, refreshed in 2025.

"Capt Brett has a Master Captain’s license, and years of exprience across classes of watercraft in SW Florida." —⁠ Brian,
+4
Trips from
US $595
Trips from
US $595
Listing image
Deck boat silhouette

23 ft

Up to 6 persons

Get Salty Charters 

5.0
/5
(41 reviews)
Sarasota (13 min drive from Osprey)
Get ready for an unforgettable experience with Get Salty Charters, a premier boating adventure based in beautiful Sarasota! Step aboard our 2015 Southwind 239L Deck Boat, designed for comfort, style, and fun on the water.

"We had a very enjoyable cruise today.  Did not know anything about “Get Salty Charters” before booking." —⁠ Tracy,
Trips from
US $300
Trips from
US $300
Listing image
Meet the Captain
Center console silhouette

23 ft

Up to 11 persons

Beach Bum Charters SunDancer 

5.0
/5
(5 reviews)
Sarasota (6 min drive from Osprey)
Set your own pace on the water with Beach Bum Charters SunDancer, offering fully customizable start times to fit your perfect Sarasota adventure.

"Spent the day as a family of 8 exploring sand bars with Tobey!" —⁠ Joshua,
+3
Trips from
US $800
Trips from
US $800
Listing image
Deck boat silhouette

21 ft

Up to 9 persons

Beach Bum Charters Tipsy Tiki 

4.9
/5
(4 reviews)
5+ external reviews
Sarasota (7 min drive from Osprey)
All of our trips have customizable start times, just ask, please note groups over. Step aboard Beach Bum Charters, a freshly restored 2004 Hurricane FD-218R Deck Boat, and experience the best of Sarasota by water.

"What a fantastic experience we had. My family and I decided to book this somewhat last minute, they had availability and we’re eager to get us on the water." —⁠ Anne,
+5
Trips from
US $800
Trips from
US $800
Listing image
Center console silhouette

23 ft

Up to 6 persons

New Wave Boat Charter 

5.0
/5
(2 reviews)
Sarasota (19 min drive from Osprey)
At New Wave Boat Charters, we believe the best way to experience Sarasota is from the water. Create lasting memories with safe, laid-back, and personalized boat tours in Sarasota.

"Great ride to see dolphins and hang out on the sandbar!" —⁠ Kelsey,
+2
Trips from
US $300
Trips from
US $300
Listing image
Meet the Captain
Center console silhouette

29 ft

Up to 6 persons

SRQ Boat Charters LLC 

5.0
/5
(21 reviews)
Sarasota (18 min drive from Osprey)
Come for an unforgettable adventure with SRQ Boat Charters LLC, featuring a 2008 Century 2901 Center Console, based in Sarasota.

"Captain Rob was truly a gem. He responded quickly once booked to confirm and give directions." —⁠ Johanna,
+2
Trips from
US $460
Trips from
US $460
Listing image
Pontoon silhouette

34 ft

Up to 12 persons

Casey Key Tiki Tours 

Just listed
Nokomis (4.8 miles from Osprey)
Casey Key Tiki Tours is a 2024 Tiki Pontoon Boat Tiki Kai Pontoon (restored in 2026), based out of Nokomis. It can take up to twelve guests. The boat is powered by one 115 HP gasoline outboard Yamaha engine, offering a maximum cruising speed of 10 knots.
+2
Trips from
US $120
Trips from
US $120
Listing image
Dual console silhouette

27 ft

Up to 6 persons

Suncoast Marine Tours 

5.0
/5
(1 review)
Venice (15 min drive from Osprey)
Experience the beauty of Florida’s Gulf Coast with Suncoast Marine Tours aboard the Grady-White 275 Freedom dual console, perfect for private adventures from Venice to Sarasota.
+3
Trips from
US $430
Trips from
US $430
Listing image
Cruiser silhouette

31 ft

Up to 6 persons

Sarasota Sunset Charters 

5.0
/5
(4 reviews)
Sarasota (20 min drive from Osprey)
Experience the beauty of Sarasota from the water with Sarasota Sunset Charters aboard a 2014 True World Marine TE288 Cruiser, beautifully restored in 2024.

"Our group of 4 had a great sunset cruise with Captain Pat. He allowed us to choose what we wanted to do and where we wanted to go with our charter." —⁠ Brandyn,
Trips from
US $499
Trips from
US $499

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